Aldehyde addition to allylic stannanes via a transmetallation pathway: stereocontrol in the absence of internal coordination

Diethylzinc‐Mediated Allylation of Carbonyl Compounds Catalyzed by [(NHC)(PR3)PdX2] and [(NHC)Pd(η3‐allyl)Cl] Complexes

“…Elemental analyses were performed at the ICSN (microanalytical service). Compounds 14a, [35,36] 14b, [36] 17a, [7f] 17b, [7f,37] 17c, [7f,12g,38] 17d, [12g] 17f, [12g] 17h, [38] 17i, [39] 17j, [40] 17k, [12f] 17l, [41] 18k, [12f] 20c, [42] 20e, [43] 20f, [37] 20i, [43,44] 20j, [42,35b] and 20k [35b] have previously been described in the literature. 0.088 mmol).…”

Organic Reactions in Aqueous Media with a Focus on Carbon−Carbon Bond Formations: A Decade Update

“…Methyltin trichloride and indium(III) chloride promote the addition of aldehydes to cyclic allylic stannanes, providing good yields of the corresponding homoallylic alcohols . Bu 4 NBr/PbI 2 acts as an effective catalyst for the allylation of aldehydes with allylic tin reagents in water .…”

“…255 Methyltin trichloride and indium(III) chloride promote the addition of aldehydes to cyclic allylic stannanes, providing good yields of the corresponding homoallylic alcohols. 256 Bu 4 NBr/PbI 2 acts as an effective catalyst for the allylation of aldehydes with allylic tin reagents in water. 257 High syn selectivity was achieved in water without any aprotic solvents in the reaction of the aromatic aldehydes with crotyltri-n-butyltin irrespective of their E/Z geometry.…”